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HRID 57531作成日:2026年10月25日

Methyl iodide → tert-Butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

https://huagongshe.com/reaction/57531

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl iodideHCID 6328—
反応物Sodium hydrideHCID 24758—
反応物tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamateHCID 2734617—
溶媒TetrahydrofuranHCID 8028—
生成物tert-Butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamateHCID 4712653—

反応手順

Under N2, to a solution of tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (500 mg, 1.57 mmol) in anhydrous THF (4 mL), was slowly added sodium hydride (94 mg, 2.35 mmol) at 0° C. The mixture was stirred at room temperature for 20 minutes, then cooled to 0° C. CH3I (445 mg, 3.13 mmol) was slowly added. After the completion of the addition, the reaction mixture was stirred at room temperature overnight, quenched with H2O, and extracted with EtOAc. The combined extracts were concentrated, and the residue was purified by flash chromatography to give the title compound. MS (m/z): 278 (M−56)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09434726B2
出典データセットuspto-grants-2016_09
ORD IDord-823a12630f8c482c98f23fa1a99513b2
出典メモuspto-grants-2016_09